US641184A - Rhodamin dye. - Google Patents

Rhodamin dye. Download PDF

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Publication number
US641184A
US641184A US66443797A US1897664437A US641184A US 641184 A US641184 A US 641184A US 66443797 A US66443797 A US 66443797A US 1897664437 A US1897664437 A US 1897664437A US 641184 A US641184 A US 641184A
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water
dye
rhodamin
rhodamins
germany
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US66443797A
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Hermann Boedeker
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Farbwerke Vormals Meister Lucius & Bruening
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Farbwerke Vormals Meister Lucius & Bruening
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B11/00Diaryl- or thriarylmethane dyes
    • C09B11/04Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
    • C09B11/10Amino derivatives of triarylmethanes
    • C09B11/24Phthaleins containing amino groups ; Phthalanes; Fluoranes; Phthalides; Rhodamine dyes; Phthaleins having heterocyclic aryl rings; Lactone or lactame forms of triarylmethane dyes

Definitions

  • HERMANN BOEDEKER OF HUOHST-ON-THE-MAIN, GERMANY, ASSIGNOR TO THE FARB ⁇ VERKE, VORMALS MEISTER, LUOIUS dz BR'UNING, OF SAME RHODAEVIIN DYE.
  • This invention relates to the production of dyestufis from phthalic acid rhodamins and aromatic bases.
  • I illustrate the manufacture by the following example: Ten kilos hydrochlorid of diethylrhodamin are given to twenty mono methylanilin, to which are slowly added, with good cooling and stirring, 2.4kilos phosphorus oxych1orid,in order that the temperature does not rise above to centigrade. After some hours standing the mass is poured into Water, the excess of methylanilin is dissolved on addition of hydrochloric acid, and the dyestuff is precipitated with common salt.
  • aromatic secondary and tertiary bases as monoethylamin, dilnethyland diethyl-anilin, chinolin, monethyl-ortho-toluidin, dibenzylanilin may be combined with rhodamins to dyestuffs in the manner described,which distinguish themselves from the primary material by their stronger basic character, their bluer tints, greater fastness to the vegetable fiber, and greater solubility in water.
  • Primary aromatic bases are not applicable for the process described.

Description

HERMANN BOEDEKER, OF HUOHST-ON-THE-MAIN, GERMANY, ASSIGNOR TO THE FARB\VERKE, VORMALS MEISTER, LUOIUS dz BR'UNING, OF SAME RHODAEVIIN DYE.
SPECIFICATION forming part of Letters Patent No. 641,184, dated January 9, 1900 Application filed December 29, 1897. Serial No. 664,437. ($pecimens.)
To all whom it may concern.-
3e it known that I, HERMANN BOEDEKER, doctor of philosophy,a subject of the Emperor of Germany, residing at Hochst-on-the-Main,
. Germany, have invented certain new and usefullmprovements in the Manufacture of Dyestuffs from Phthalio Acid Rhodamins and Aromatic Bases, (for which I have obtained Letters Patent in Germany, No. 75,500, dated July 1, 1-893; in England, No. 14,207, dated July 22, 1893, and in France,No. 231,700,dated July 22,1893,) of which the following is a specification.
This invention relates to the production of dyestufis from phthalic acid rhodamins and aromatic bases.
I have found that by the action of aromatic bases upon the alkylated meta-amidophenolphthaleins (rhodamins) under appropriate conditions a whole series of new derivatives may be produced, which distinguish themselves from the dyestuffs used as primary material by their bluer tints, and particularly by their great affinity to the vegetable fiber.
I illustrate the manufacture by the following example: Ten kilos hydrochlorid of diethylrhodamin are given to twenty mono methylanilin, to which are slowly added, with good cooling and stirring, 2.4kilos phosphorus oxych1orid,in order that the temperature does not rise above to centigrade. After some hours standing the mass is poured into Water, the excess of methylanilin is dissolved on addition of hydrochloric acid, and the dyestuff is precipitated with common salt. To
purify, it is again dissolved with warm water and filtered. From this solution, to which, if too diluted, some salt is added, the new product crystallizes out in small green laminae of metallic luster, forming after filtration and drying adark-red powder of green luster soluble in water with a red color. Its alcoholic solution shows avivid fluorescence. It is soluble in concentrated sulfuric acid with a yellow color and dyes mordanted cotton a fiery pink. Tetraethylrhodamin reacts exactly as diethylrhodamin.
Instead of the monomethylanilin mentioned in the above example other aromatic secondary and tertiary bases, as monoethylamin, dilnethyland diethyl-anilin, chinolin, monethyl-ortho-toluidin, dibenzylanilin may be combined with rhodamins to dyestuffs in the manner described,which distinguish themselves from the primary material by their stronger basic character, their bluer tints, greater fastness to the vegetable fiber, and greater solubility in water. Primary aromatic bases, however, are not applicable for the process described.
Having now described my invention, what I claim is 4 As a new dyestuff, the product resulting from the simultaneous action of phosphoroxychlorid and one of the specified aromatic bases upon symmetric diethylrhodamin as herein described, being a red powder of green metallic luster, soluble in water with a red color, in alcohol with a vivid fluorescence, and in concentrated sulfuric acid with ayellow color, crystallizing from water in green laminae of metallic luster, and dyeing cotton a fiery pink, substantially as set forth.
In testimony that I claim the foregoing as
US66443797A 1897-12-29 1897-12-29 Rhodamin dye. Expired - Lifetime US641184A (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5383876A (en) * 1992-11-13 1995-01-24 American Cardiac Ablation Co., Inc. Fluid cooled electrosurgical probe for cutting and cauterizing tissue

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5383876A (en) * 1992-11-13 1995-01-24 American Cardiac Ablation Co., Inc. Fluid cooled electrosurgical probe for cutting and cauterizing tissue

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